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WO1997040671A1 - Compositions pesticides - Google Patents

Compositions pesticides Download PDF

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Publication number
WO1997040671A1
WO1997040671A1 PCT/EP1997/001849 EP9701849W WO9740671A1 WO 1997040671 A1 WO1997040671 A1 WO 1997040671A1 EP 9701849 W EP9701849 W EP 9701849W WO 9740671 A1 WO9740671 A1 WO 9740671A1
Authority
WO
WIPO (PCT)
Prior art keywords
imino
oxy
tolyl
methyl ester
acid methyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP1997/001849
Other languages
English (en)
Inventor
Ronald Zeun
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
Novartis AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG, Novartis AG filed Critical Ciba Geigy AG
Priority to AU26966/97A priority Critical patent/AU2696697A/en
Publication of WO1997040671A1 publication Critical patent/WO1997040671A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
    • A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
    • A01N43/30—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring

Definitions

  • the present invention relates to novel crop-protecting active ingredient mixtures having synergistically enhanced action, comprising at least two active ingredient components, and to methods of using such mixtures in crop protection, especially in the control and prevention of disease infestation.
  • Component I is a compound of formula I
  • X is CH or N
  • R is CH 3 or cyclopropyl
  • Y is H, F, Cl, Br, CF 3 , CF 3 O or propargyloxy
  • Z is H, F, Cl, CF 3 or CF 3 O;
  • Y and Z together form a methylenedioxy, a (difluoromethylene)dioxy, an ethylenedioxy, a (trifluoroethylene)dioxy or a benzo group.
  • Component II is a compound selected from the group consisting of:
  • component I is selected from the following compounds:
  • the active ingredient mixtures l+ll according to the invention have very advantageous properties for protecting plants against disease infestation.
  • the active ingredient mixtures in question can be used to inhibit or destroy the micro ⁇ organisms that occur on plants or on parts of plants (the fruit, blossom, leaves, stems, tubers or roots) of different crops of useful plants, while at the same time parts of plants that grow later are also protected against such microorganisms. They can also be used as dressings in the treatment of plant propagation material, especially seed (fruit, tubers, grains) and plant cuttings (e.g. rice), to provide protection against fungus infections as well as against phytopathogenic fungi that occur in the soil.
  • the active ingredient mixtures according to the invention are distinguished by the fact that they are especially well tolerated by plants and are environmentally friendly.
  • the active ingredient mixtures are effective against phytopathogenic fungi belonging to the following classes: Ascomycetes (e.g. Venturia, Podosphaera, Erysiphe, Monilinia, Myco- sphaerella, Uncinula); Basidiomycetes (e.g. the genus Hemileia, Rhizoctonia, Puccinia); Fungi imperfecti (e.g. Botrytis, Helminthosporium, Rhynchosporium, Fusarium, Septoria, Cercospora, Alternaria, Pyricularia and, especially, Pseudocercosporelia herpotrichoides); and Oomycetes (e.g. Phytophthora, Peronospora, Bremia, Pythium, Plasmopara).
  • Ascomycetes e.g. Venturia, Podosphaera, Erysiphe, Monilinia, Myco- sphaerella, Uncinula
  • Target crops for the areas of indication disclosed herein comprise within the scope of this invention e.g. the following species of plants: cereals (wheat, barley, rye, oats, rice, sorghum and related crops); beet (sugar beet and fodder beet); pomes, stone fruit and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and black ⁇ berries); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans, groundnuts); cucumber plants (marrows, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, mandarins); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika); iauraceae (avocados, cinnamon, camphor); or plants such
  • the active ingredient mixtures according to the invention are especially advantageous for use in cereals, most especially in wheat and barley, and also in vines, rice, bananas, fruit and vegetables.
  • the mixtures of compounds of formulae I and II are normally used in the form of compositions.
  • the compounds of formulae I and II can be applied to the area or plant to be treated either simultaneously or in succession on the same day, if desired together with further carriers, surfactants or other application-promoting adjuvants customarily employed in formulation technology.
  • Suitable carriers and adjuvants can be solid or liquid and are the substances ordinarily employed in formulation technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilisers.
  • a preferred method of applying an active ingredient mixture comprising at least one of each of the active ingredients I and II is application to the parts of the plants that are above the soil, especially to the leaves (foliar application).
  • the frequency and rate of application depend upon the biological and climatic living conditions of the pathogen.
  • the active ingre ⁇ hists can, however, also penetrate the plant through the roots via the soil or via the water (systemic action) if the locus of the plant is impregnated with a liquid formulation (e.g. in rice culture) or if the substances are introduced in solid form into the soil, e.g. in the form of granules (soil application).
  • the compounds of formulae I and II can also be applied to the seeds (coating), either by impregnating the tubers or grains with a liquid formulation of each of the active ingredients in succession, or by coating them with an already combined wet or dry formulation.
  • coating either by impregnating the tubers or grains with a liquid formulation of each of the active ingredients in succession, or by coating them with an already combined wet or dry formulation.
  • other methods of application to plants are possible, for example treatment directed at the buds or the fruit trusses.
  • the compounds of the combination are used in unmodified form or, preferably, together with the adjuvants conventionally employed in formulation technology, and are therefore formulated in known manner e.g. into emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules, or by encapsulation in e.g. polymer substances.
  • the methods of application such as spraying, atomising, dusting, scattering, coating or pouring, are chosen in accordance with the intended objectives and the prevail ⁇ ing circumstances.
  • Advantageous rates of application of the active ingredient mixture are generally from 50 g to 2 kg a.iVha, especially from 100 g to 1000 g a.i./ha, more especially from 150 g to 700 g a.iVha.
  • the rates of application are from 0.5 g to 1000 g, preferably from 5 g to 100 g, a.i. per 100 kg of seed.
  • the formulations are prepared in known manner, e.g. by homogeneously mixing and/or grinding the active ingredients with extenders, e.g. solvents, solid carriers and, where appropriate, surface- active compounds (surfactants).
  • extenders e.g. solvents, solid carriers and, where appropriate, surface- active compounds (surfactants).
  • Suitable solvents are: aromatic hydrocarbons, preferably the fractions containing 8 to 12 carbon atoms, e.g. xylene mixtures or substituted naphthalenes, phthalates, such as dibutyl phthalate or dioctyl phthalate, aliphatic hydrocarbons, such as cyclohexane or paraffins, alcohols and glycols and their ethers and esters, such as ethanol, ethylene glycol, ethylene glycol monomethyl or monoethyl ether, ketones, such as cyclohexanone, strongly polar solvents, such as N-methyl-2-pyrrolidone, dimethyl sulfoxide or dimethylformamide, as well as vegetable oils or epoxidised vegetable oils, such as epoxidised coconut oil or soybean oil; or water.
  • aromatic hydrocarbons preferably the fractions containing 8 to 12 carbon atoms, e.g. xylene mixtures or substituted naphthalenes
  • the solid carriers used are normally natural mineral fillers, such as calcite, talcum, kaolin, montmorillonite or attapulgite.
  • calcite talcum
  • kaolin kaolin
  • montmorillonite attapulgite
  • highly dispersed silicic acid or highly dispersed absorbent polymers e.g., calcite, talcum, kaolin, montmorillonite or attapulgite.
  • Suitable granulated adsorptive carriers are porous types, for example pumice, broken brick, sepiolite or bentonite, and suitable nonsorbent carriers are, for example, calcite or sand.
  • pregranulated materials of inorganic or organic nature can be used, e.g. especially dolomite or pulverised plant residues.
  • suitable surface-active compounds are non-ionic, cationic and/or anionic surfactants having good emulsifying, dispersing and wetting properties.
  • surfactants will also be understood as comprising mixtures of surfactants.
  • Particularly advantageous application-promoting adjuvants are also natural or synthetic phospholipids of the cephalin and lecithin series, e.g. phosphatidylethanolamine, phos- phatidylserine, phosphatidylglycerol and lysolecithin.
  • phospholipids of the cephalin and lecithin series e.g. phosphatidylethanolamine, phos- phatidylserine, phosphatidylglycerol and lysolecithin.
  • the agrochemical compositions normally comprise 0.1 to 99 %, especially 0.1 to 95 %, compounds of formulae I and II, 99.9 to 1 %, especially 99.9 to 5 %, of a solid or liquid adjuvant and 0 to 25 %, especially 0.1 to 25 %, of a surfactant.
  • the active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders which can be diluted with water to give suspensions of the desired concentration.
  • Emulsions of any required dilution which can be used in plant protection, can be obtained from this concentrate by dilution with water.
  • Dusts a) b) c) active ingredient [l:ll 1 :6(a), 1 :2(b), 1 :10(c)] 5 % 6 % 4 % talcum 95 % kaolin - 94 % mineral filler - - 96 % E 97/018
  • Ready-for-use dusts are obtained by mixing the active ingredient with the carrier and grinding the mixture in a suitable mill. Such powders can also be used for dry dressings for seed.
  • the active ingredient is mixed and ground with the adjuvants, and the mixture is moistened with water.
  • the mixture is extruded and then dried in a stream of air.
  • the finely ground active ingredient is uniformly applied, in a mixer, to the kaolin moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.
  • a synergistic effect exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components.
  • Example B-1 Action against Puccinia recondita on wheat a) Residual-protective action
  • wheat plants are sprayed to drip point with an aqueous spray mixture prepared from a wettable powder formulation of the active ingredient mixture and infected 24 hours later with a uredospore suspension of the fungus. After an incubation period of 48 hours (conditions: 95-100 % relative humidity at 20°) the plants are placed in a green ⁇ house at 22°. Fungus infestation is evaluated 12 days after infection. b) Systemic action
  • wheat plants are watered with an aqueous spray mixture prepared from a wettable powder formulation of the active ingredient mixture. Care is taken that the spray mixture does not come into contact with parts of the plant that are above the soil.
  • the plants are infected 48 hours later with a uredospore suspension of the fungus. After an incubation period of 48 hours (conditions 95-100 % relative humidity at 20°) the plants are placed in a greenhouse at 22°. Fungus infestation is evaluated 12 days after infection.
  • Example B-2 Action against Plasmopara viticola on vines
  • Vine seedlings at the 4- to 5-leaf stage are sprayed to drip point with an aqueous spray mixture prepared from a wettable powder formulation of the active ingredient mixture and infected 24 hours later with a sporangia suspension of the fungus.
  • Fungus infestation is evaluated 6 days after infection, a relative humidity of 95-100 % and a temperature of 20° having been maintained during that period.
  • component I is (29) 3-methoxy-2-[ ⁇ - ⁇ [( ⁇ -methyl-3,4-(difluoromethylenedioxy)ben2yl)imino]-oxy ⁇ -o-tolyl]- acrylic acid methyl ester;
  • Example B-3 Residual-protective action against Venturia inaequalis on apples
  • Apple cuttings with 10-20 cm long fresh shoots are sprayed to drip point with an aqueous spray mixture (0.02 % active ingredient) prepared from a wettable powder formulation of the active ingredient mixture and infected 24 hours later with a conidia suspension of the fungus.
  • the plants are incubated for 5 days at 90-100 % relative humidity and stood in a greenhouse for a further 10 days at 20-24°. Fungus infestation is evaluated 12 days after infection.
  • the active ingredient mixtures according to the invention exhibit a distinctly enhanced action.
  • Example B-4 Action against Erysiphe graminis on barley a) Residual-protective action
  • Barley plants about 8 cm in height are sprayed to drip point with an aqueous spray mixture prepared from a wettable powder formulation of the active ingredient and dusted 3 to 4 hours later with conidia of the fungus.
  • the infected plants are placed in a greenhouse at 22°. Fungus infestation is evaluated 12 days after infection.
  • Barley plants about 8 cm in height are watered with an aqueous spray mixture prepared from a wettable powder formulation of the active ingredient. Care is taken that the spray mixture does not come into contact with parts of the plants that are above the soil. The plants are dusted 48 hours later with conidia of the fungus. The infected plants are placed in a greenhouse at 22°. Fungus infestation is evaluated 12 days after infection.
  • Example B-5 Action against Phytophthora infestans on tomatoes a) Curative action
  • a wettable powder formulation of the active ingredients is poured onto the surface of the soil of potted 3-week-old tomato plants of the "Red Gnome" variety. After a waiting period of three days, the undersides of the leaves of the plants are sprayed with a zoospore suspension of Phytophthora infestans. They are then kept in a spray cabinet for 5 days at
  • Example B-6 Residual-protective action against Cercospora arachidicola on groundnuts
  • Example B-7 Action against Pyric ⁇ laria oryzae on rice a) Residual-protective action
  • rice plants are sprayed to drip point with an aqueous spray mixture and infected 48 hours later with a conidia suspension of the fungus. Evaluation of fungus infestation is made 5 days after infection, a relative humidity of 95-100 % and a temperature of 22° having been maintained during that period.
  • Example B-9 Action against Helminthosporium ⁇ ramineum
  • Wheat seeds are contaminated with a spore suspension of the fungus and left to dry.
  • the contaminated seeds are dressed with a suspension of the test substance.
  • the seeds are placed on suitable agar dishes and, after a further four days, the develop ⁇ ment of the fungal colonies around the seeds is evaluated. The number and size of the fungal colonies are used to evaluate the test substance.
  • Rye seeds of the Tetrahell variety naturally infected with Fusarium nivale are dressed in a roller mixer with the test fungicide, the following concentrations being used: 20 or 6 ppm a.i.
  • test plants are cultivated under normal field conditions (preferably in a region with unbroken snow cover during the winter months).
  • Fusarium is assessed in the spring directly after the snow has melted.
  • Example B-11 Action against Septoria nodorum in wheat
  • Wheat plants are sprayed at the 3-leaf stage with a spray mixture (60 ppm a.i.) prepared from a wettable powder formulation of the active ingredients. After 24 hours, the treated plants are infected with a conidia suspension of the fungus. The plants are then incubated for 2 days at 90-100 % relative humidity and stood in a greenhouse for a further 10 days at
  • component I is (32) 2-[ ⁇ - ⁇ [( ⁇ -methyl-3-trifluoromethoxy-benzyl)imino]-oxy ⁇ -o-tolyl]-glyoxylic acid methyl ester O-methyloxime;

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Cette composition microbicide pour végétaux comprend au moins deux principes actifs dosés de façon à produire une action synergique, de même qu'un excipient approprié, le premier principe actif étant un composé de la formule (I), ou un sel ou un complexe métallique de celui-ci, formule dans laquelle X représente CH ou N, R représente CH3 ou cyclopropyle, Y représente H, F, Cl, Br, CF3, CF3O ou propargyloxy, Z représente H, F, Cl, CF3 ou CF3O, ou bien Y et Z forment ensemble un groupe méthylènedioxy, (difluorométhylène)dioxy, éthylènedioxy, (trifluoroéthylène)dioxy ou benzo. Le second principe actif est un composé ou un sel ou un complexe métallique de celui-ci, choisi dans le groupe (IIA) 1-(3-(4-tert-butylphényl)-2-méthylpropyl)pipéridine ('fenpropidine') ou dans le groupe (IIB) cis-4-(3-(4-tert-butylphényl)-2-méthylpropyl)-2,6-diméthylmorpholine ('fenpropimorphe').
PCT/EP1997/001849 1996-04-26 1997-04-14 Compositions pesticides Ceased WO1997040671A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU26966/97A AU2696697A (en) 1996-04-26 1997-04-14 Pesticidal compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1058/96 1996-04-26
CH105896 1996-04-26

Publications (1)

Publication Number Publication Date
WO1997040671A1 true WO1997040671A1 (fr) 1997-11-06

Family

ID=4201469

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/001849 Ceased WO1997040671A1 (fr) 1996-04-26 1997-04-14 Compositions pesticides

Country Status (5)

Country Link
AR (1) AR006832A1 (fr)
AU (1) AU2696697A (fr)
ID (1) ID16820A (fr)
WO (1) WO1997040671A1 (fr)
ZA (1) ZA973627B (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999063813A3 (fr) * 1998-06-08 2000-03-02 Novartis Ag Combinaisons fongicides comprenant des derives methylester-o-methyloxime d'acide glyoxalique
FR2787295A1 (fr) * 1998-12-22 2000-06-23 Rhone Poulenc Agrochimie Composition fongicide synergique comprenant un compose analogue de la strobilurine
WO2006069699A1 (fr) * 2004-12-23 2006-07-06 Basf Aktiengesellschaft Melanges fongicides

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990007493A1 (fr) * 1988-12-29 1990-07-12 F. Hoffmann-La Roche Ag Esters methyliques aldimino- ou cetimino-oxy-ortho-tolylacryliques, mode de fabrication et fongicides contenant a ces composes
EP0460575A1 (fr) * 1990-06-05 1991-12-11 Ciba-Geigy Ag Composés aromatiques
EP0524496A1 (fr) * 1991-07-22 1993-01-27 BASF Aktiengesellschaft Composition fongicide
DE4309856A1 (de) * 1993-03-26 1994-09-29 Basf Ag Fungizide Mischung
EP0645087A1 (fr) * 1993-09-24 1995-03-29 BASF Aktiengesellschaft Mélanges fongicides
WO1995017818A1 (fr) * 1993-12-27 1995-07-06 Sumitomo Chemical Company, Limited Composition bactericide
WO1997000012A1 (fr) * 1995-06-16 1997-01-03 Novartis Ag Compositions protegeant les recoltes
WO1997006681A1 (fr) * 1995-08-17 1997-02-27 Basf Aktiengesellschaft Melanges fongicides d'un amide d'acide carboxylique d'ether d'oxime avec un derive de morpholine ou de piperidine

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990007493A1 (fr) * 1988-12-29 1990-07-12 F. Hoffmann-La Roche Ag Esters methyliques aldimino- ou cetimino-oxy-ortho-tolylacryliques, mode de fabrication et fongicides contenant a ces composes
EP0403618A1 (fr) * 1988-12-29 1990-12-27 Hoffmann La Roche Esters methyliques aldimino- ou cetimino-oxy-ortho-tolylacryliques, mode de fabrication et fongicides contenant a ces composes.
EP0460575A1 (fr) * 1990-06-05 1991-12-11 Ciba-Geigy Ag Composés aromatiques
EP0524496A1 (fr) * 1991-07-22 1993-01-27 BASF Aktiengesellschaft Composition fongicide
DE4309856A1 (de) * 1993-03-26 1994-09-29 Basf Ag Fungizide Mischung
EP0645087A1 (fr) * 1993-09-24 1995-03-29 BASF Aktiengesellschaft Mélanges fongicides
WO1995017818A1 (fr) * 1993-12-27 1995-07-06 Sumitomo Chemical Company, Limited Composition bactericide
EP0737421A1 (fr) * 1993-12-27 1996-10-16 Sumitomo Chemical Company Limited Composition bactericide
WO1997000012A1 (fr) * 1995-06-16 1997-01-03 Novartis Ag Compositions protegeant les recoltes
WO1997006681A1 (fr) * 1995-08-17 1997-02-27 Basf Aktiengesellschaft Melanges fongicides d'un amide d'acide carboxylique d'ether d'oxime avec un derive de morpholine ou de piperidine

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999063813A3 (fr) * 1998-06-08 2000-03-02 Novartis Ag Combinaisons fongicides comprenant des derives methylester-o-methyloxime d'acide glyoxalique
RU2208316C2 (ru) * 1998-06-08 2003-07-20 Байер Аг Способ борьбы с фитопатогенными болезнями культурных растений и фунгицидная композиция
EP1380210A3 (fr) * 1998-06-08 2004-04-21 Bayer CropScience AG Combinaisons fongicides comprenant des dérivés methylester-O-methyloxime d'acide glyoxalique
CZ301164B6 (cs) * 1998-06-08 2009-11-25 Bayer Aktiengesellschaft Fungicidní kompozice obsahující deriváty methylestermethyloximu kyseliny glykolové
EP1728428A3 (fr) * 1998-06-08 2010-02-10 Bayer CropScience AG Combinaisons fongicides comprenant des dérivés methylester-O-methyloxime d'acide glyoxalique
FR2787295A1 (fr) * 1998-12-22 2000-06-23 Rhone Poulenc Agrochimie Composition fongicide synergique comprenant un compose analogue de la strobilurine
WO2000036916A1 (fr) * 1998-12-22 2000-06-29 Aventis Cropscience S.A. Composition fongicide synergique comprenant un compose analogue de la strobilurine
WO2006069699A1 (fr) * 2004-12-23 2006-07-06 Basf Aktiengesellschaft Melanges fongicides

Also Published As

Publication number Publication date
ID16820A (id) 1997-11-13
ZA973627B (en) 1997-10-27
AU2696697A (en) 1997-11-19
AR006832A1 (es) 1999-09-29

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